ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

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Chemical Name:ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate
CAS No.:157916-82-0
Molecular Formula:C₂₁H₂₃N₇O₅
Molecular Weight:453.458
Hs Code.:

Synonyms:ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

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Chemical Property of ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

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Technology Process of ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

There total 8 articles about ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

: 157916-81-9
ethyl 2-<1(S)-hydroxy-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

: 157916-82-0
ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Guidance literature:: With hydrogen azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 23 ℃; for 16h;
DOI:10.1021/ja00092a012

Reference yield:

: 898-22-6
triethyl 1,3,5-triazine-2,4,6-tricarboxylate

: 157916-82-0
ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / dioxane / 21 h / 101 °C

2: 75 percent / CF₃SO₃H / CH₂Cl₂ / 13 h / 40 °C

3: NaBH₄ / ethanol / 15 h / 25 °C

4: 83 percent / MnO₂ / acetonitrile / 3 h / 82 °C

5: 1.) Bu₂BOTf, i-Pr₂NEt, / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, 0 deg C, 3 h

6: 93 percent / Bu₃SnH, AIBN / benzene / 1 h / 80 °C

7: 52 percent / DEAD, hydrazoic acid, Ph₃P / tetrahydrofuran / 16 h / 23 °C

With manganese(IV) oxide; sodium tetrahydroborate; hydrogen azide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/ja00092a012

Reference yield:

: 142582-30-7
ethyl 4-amino-2-(hydroxymethyl)-5-methylpyrimidine-6-carboxylate

: 157916-82-0
ethyl 2-<1(R)-azido-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / MnO₂ / acetonitrile / 3 h / 82 °C

2: 1.) Bu₂BOTf, i-Pr₂NEt, / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, 0 deg C, 3 h

3: 93 percent / Bu₃SnH, AIBN / benzene / 1 h / 80 °C

4: 52 percent / DEAD, hydrazoic acid, Ph₃P / tetrahydrofuran / 16 h / 23 °C

With manganese(IV) oxide; hydrogen azide; 2,2'-azobis(isobutyronitrile); di-n-butylboryl trifluoromethanesulfonate; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile; benzene;
DOI:10.1021/ja00092a012